3-Methoxycarbonylphenylboronic acid
- Product Name
- 3-Methoxycarbonylphenylboronic acid
- CAS No.
- 99769-19-4
- Chemical Name
- 3-Methoxycarbonylphenylboronic acid
- Synonyms
- AKOS BRN-0125;3-Methoxycarbonylphe;2-Methoxybutan-1-amine;METHYL 3-BORONOBENZOATE;3-Carbomethoxybenzeneboronic acid;3-Methoxycarbonylphenylboronic aci;(3-carbomethoxyphenyl)boronic acid;3-METHOXYCARBONYLPHENYLBORONIC ACID;3-METHOXYCARBONYLPHENYLBARONIC ACID;3-Boronobenzoic Acid 1-Methyl Ester
- CBNumber
- CB6133384
- Molecular Formula
- C8H9BO4
- Formula Weight
- 179.97
- MOL File
- 99769-19-4.mol
3-Methoxycarbonylphenylboronic acid Property
- Melting point:
- 205-208 °C(lit.)
- Boiling point:
- 359.9±44.0 °C(Predicted)
- Density
- 1.25±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 7.74±0.10(Predicted)
- form
- Powder
- color
- White to off-white
- Water Solubility
- Reacts with water.
- InChI
- InChI=1S/C8H9BO4/c1-13-8(10)6-3-2-4-7(5-6)9(11)12/h2-5,11-12H,1H3
- InChIKey
- ALTLCJHSJMGSLT-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC=CC(B(O)O)=C1
- CAS DataBase Reference
- 99769-19-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-36
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 591130
- Product name
- 3-Methoxycarbonylphenylboronic acid
- Packaging
- 1g
- Price
- $21.36
- Updated
- 2025/07/31
- Product number
- 591130
- Product name
- 3-Methoxycarbonylphenylboronic acid
- Packaging
- 5g
- Price
- $49.17
- Updated
- 2025/07/31
- Product number
- M1906
- Product name
- 3-(Methoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $18
- Updated
- 2025/07/31
- Product number
- M1906
- Product name
- 3-(Methoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $52
- Updated
- 2025/07/31
- Product number
- M1906
- Product name
- 3-(Methoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $240
- Updated
- 2025/07/31
3-Methoxycarbonylphenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
White to light yellow crystal powde
Uses
Reagent used for tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence, copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, one-pot ipso-nitration of arylboronic acids, copper-catalyzed nitration, cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling. Reagent used in Preparation of biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid6, chromenones and their bradykinin B1 antagonistic active, Pt nanoparticles at Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injecti, salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor.
Uses
3-Methoxycarbonylphenylboronic acid can be used in the preparation of substituted pyrazolylpyrimidinamine derivative for use as protein kinase inhibitors and suzuki reaction.
Synthesis
67-56-1
25487-66-5
99769-19-4
In a 20 L reactor, 8.0 Kg of anhydrous methanol and 1.66 Kg (10 mol) of 3-carboxyphenylboronic acid were added and stirring was initiated. The reaction mixture was heated to 55°C and the temperature was maintained in the range of 55-65°C. 1.78Kg (15mol) of thionyl chloride was slowly added dropwise to the reaction kettle. After completion of the reaction, reflux was continued for 2-3 hours. The completion of the reaction was confirmed by TLC (unfolding agent: n-heptane/ethyl acetate = 2:1). The reaction solution was then cooled and subjected to reduced pressure distillation to remove the solvent. N-heptane was added and the mixture was cooled to -10 to 0°C and filtered with continuous stirring for 1 hour. The solid product was collected and dried at 80 °C until the absence of impurities was confirmed by HNMR (DMSO-d6, δ=3.16 ppm). The dried solid was stirred at room temperature and water was added, filtered and dried at room temperature to give 1.75 Kg of the final white solid product m-Carbomethoxyphenylboronic acid in 97.1% yield.
References
[1] Patent: CN106188117, 2016, A. Location in patent: Paragraph 0015
3-Methoxycarbonylphenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Methoxycarbonylphenylboronic acid manufacturers
- Product
- 3-Methoxycarbonylphenylboronic acid 99769-19-4
- Price
- US $34.00-1.20/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08
- Product
- 3-Methoxycarbonylphenylboronic acid 99769-19-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 3-Methoxycarbonylphenylboronic acid 99769-19-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09